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HOU - ORD

Find cheap flights from Houston Hobby Airport to Chicago O'Hare Airport from $53

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Hobby to O'Hare Intl departing on 4/23. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Thu 4/18
Thu 4/25

Search hundreds of travel sites at once for deals on flights to Chicago O'Hare Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Houston to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Houston to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 47,600,107 times on KAYAK, and here is why:

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Cheap flight deals from Hobby to O'Hare Intl

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hobby to O'Hare Intl that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
3:59 pm - 12:56 amHOU-ORD
8h 57m1 stop
6:27 pm - 3:52 pmORD-HOU
21h 25m1 stop
$104Frontier
Find Deal
Tue, Apr 23 - Tue, Apr 30
3:59 pm - 12:56 amHOU-ORD
8h 57m1 stop
6:27 pm - 2:53 pmORD-HOU
20h 26m1 stop
$109Frontier
Find Deal
Tue, Apr 23 - Wed, Apr 24
1:00 pm - 7:31 pmHOU-ORD
6h 31m1 stop
7:15 am - 3:14 pmORD-HOU
7h 59m1 stop
$217Delta
Find Deal
Sat, Apr 20 - Sat, Apr 27
7:50 pm - 7:08 pmHOU-ORD
23h 18m1 stop
6:27 pm - 3:52 pmORD-HOU
21h 25m1 stop
Sun, Apr 28 - Tue, Apr 30
4:25 pm - 11:08 pmHOU-ORD
6h 43m1 stop
5:00 am - 11:50 amORD-HOU
6h 50m1 stop
$233American Airlines
Find Deal
Sat, Apr 27 - Sun, May 5
7:15 pm - 11:52 pmHOU-ORD
4h 37m1 stop
5:34 am - 12:10 pmORD-HOU
6h 36m1 stop
$238Delta
Find Deal
Fri, May 3 - Sun, May 5
4:16 pm - 8:55 pmHOU-ORD
4h 39m1 stop
5:00 am - 9:41 amORD-HOU
4h 41m1 stop
$245American Airlines
Find Deal
Wed, Apr 3 - Wed, Apr 10
5:40 am - 11:30 amHOU-ORD
5h 50m1 stop
10:45 am - 3:40 pmORD-HOU
4h 55m1 stop
$276Southwest
Find Deal
Tue, Apr 9 - Thu, Apr 11
5:50 am - 2:15 pmHOU-ORD
8h 25m1 stop
12:15 pm - 8:50 pmORD-HOU
8h 35m2 stops
$281Southwest
Find Deal
Tue, Apr 9 - Fri, Apr 12
6:10 pm - 11:38 amHOU-ORD
17h 28m1 stop
5:56 pm - 6:31 pmORD-HOU
24h 35m1 stop
Thu, May 23 - Sat, May 25

Flights from Hobby to O'Hare Intl - Travel Insights & Trends

Get data-powered insights and trends into flights from Hobby to O'Hare Intl to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Houston Hobby Airport to Chicago O'Hare Airport?

The average price of all flights from Houston Hobby Airport to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.
When flying from Houston Hobby Airport to Chicago O'Hare Airport, you should consider leaving on a Thursday and avoid Mondays if you are looking for the best rates. For your return to Houston Hobby Airport, you’ll find the best rates on Saturdays and the most expensive ones on Sundays.

What is the cheapest month to fly from Houston Hobby Airport to Chicago O'Hare Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Houston Hobby Airport to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Houston Hobby Airport to Chicago O'Hare Intl Airport is January, where tickets cost $188 on average. On the other hand, the most expensive months are June and April, where the average cost of tickets is $348 and $344 respectively.

How far in advance should I book a flight from Houston Hobby Airport to Chicago O'Hare Intl Airport?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Houston Hobby Airport to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Houston Hobby Airport to Chicago O'Hare Intl Airport, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 33 days before departure.

Which airlines provide the cheapest flights from Houston Hobby Airport to Chicago O'Hare Airport?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 3 days, Frontier offered the best one-way deal for that route, at $53. KAYAK users also found Houston Hobby Airport to Chicago O'Hare Airport round-trip flights on Frontier from $104 and on Delta from $217.

How long does a flight from Houston Hobby Airport to Chicago O'Hare Airport take?

Flying to Chicago O'Hare Airport from Houston Hobby Airport requires at least one layover, as there are no direct flights for this route. The shortest flight duration is 4h 23m.

Good to know

Low season

February

High season

December

Cheapest flight

$53
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 3% increase in price.
Flight from Houston Hobby Airport to Chicago O'Hare Airport

When to book flights from Hobby to O'Hare Intl

Are your dates flexible? Find out the best times to travel from Hobby to O'Hare Intl based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Houston Hobby Airport to Chicago O'Hare Airport flights

  • What is the cheapest flight from Houston Hobby Airport to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from Houston Hobby Airport to Chicago O'Hare Intl Airport was $53 for a one-way ticket and $104 for a round-trip.

  • Do I need a passport to fly between Houston Hobby Airport and Chicago O'Hare Airport?

    No, a passport isn't needed to fly from Houston Hobby Airport to Chicago O'Hare Airport. However, local authorities might ask for an official ID.

  • Which aircraft models fly most regularly from Houston Hobby Airport to Chicago O'Hare Airport?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Houston Hobby Airport to Chicago O'Hare Airport?

    SkyTeam, and oneworld are the airline alliances operating flights between Houston Hobby Airport and Chicago O'Hare Airport, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Houston to Chicago, American Airlines or Frontier?

    The two airlines most popular with KAYAK users for flights from Houston to Chicago are American Airlines and Frontier. With an average price for the route of $297 and an overall rating of 7.3, American Airlines is the most popular choice. Frontier is also a great choice for the route, with an average price of $205 and an overall rating of 6.3.

  • How does KAYAK find such low prices on flights from Houston Hobby Airport to Chicago O'Hare Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Houston Hobby Airport to Chicago O'Hare Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Houston Hobby Airport to Chicago O'Hare Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago O'Hare Airport from Houston Hobby Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Houston Hobby Airport to Chicago O'Hare Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago O'Hare Airport with an airline and back to Houston Hobby Airport with another airline. Booking your flights between Houston Hobby Airport and ORD can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Houston Hobby Airport to Chicago O'Hare Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago O'Hare Airport from Houston Hobby Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 4 airlines serving from Hobby to O'Hare Intl

Need help choosing which airline to fly with from Hobby to O'Hare Intl? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to KAYAK reviews.
7.4
United AirlinesOverall score based on 11602 reviews
74overall
67food
81crew
77boarding
71entertainment
72comfort
Airline reviews

Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago

Read more about United Airlines

Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago

Boarding was friendly and quick. While the plane model was older with no live tv, the entertainment was full of movies and tv shows. All food was available. Pilots were very communicative with status of the flight. Flight landed on time.

The Palm Springs to Chicago O’Hare was on Time and Palm Springs airport is easier navigate. As our connection was only an approximately 50 minutes, we asked staff for insights for the Chicago airport in terms of transferring into the other terminal from which our flight left, and they were unhelpful. However, the United App was very helpful in terms of notifications and even providing directions. The Chicago to Detroit flight was significantly delayed which we all know does happen. However, there were very few updates or notifications as to why this was happening when we would actually arrive. It took nearly 30 minutes for bags to make it to baggage claim. We arrived nearly 1 hour late on a 40 minute flight.

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

The flight was delayed by 4 hours !!!!! It was very uncomfortable , and they told us only one our before departure

The flights from Ottawa to Albuquerque went smoothly enough though on on flight they didn't have how water for coffee or tea and on another there there was no ice. The return flights from Albuquerque were delayed by mechanical problems on both flights. Ottawa was a ground crew maintenance issue.

The male air hostess was rude and didn’t provide good customer service. Didn’t even offer me a drink

The staff was phenomenal. I can’t think of anything that could be better. Will be flying with UA again

Nothing bad to say about the actual crew or airline. It was nice to have a complimentary FULL can of soda, as well as a snack. Blankets and earbuds were also provided at no cost for this red eye flight. I especially appreciated the free WiFi and movie selection with the Bluetooth option. It helped the flight pass more quickly. No matter who you fly, boarding and disembarking are always SUCH a pain. As I mentioned, this is on the passengers and not the crew!!

Wifi did not work. Cut off on and off every 10 min

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

Our second leg to Jackson WY was unable to land due to weather. We were flown back to Dallas after stopping in SLC. We were given hotel rooms and vouchers. We were told that we would be back on the same plane in the morning. Instead we were given a different flight with different seats. Not a good experience. No one knew what was going on.

Turn on the heat. Flight was way too cold from Arizona to Chicago.

Perfect flight. On time departure and early arrival. Smooth flight.

Overall pleasant was delayed and caused transportation issue when landing

The arriving flight was a few minutes late, but the gate crew helped to deplane and board our outgoing flight quickly and efficiently. We were able to depart quickly and arrive at ORD almost at the posted time. Great job.

Nothing, flight was supposed to leave at 758 am. My flight didn’t leave until 430 pm. Spent the whole day at the airport.

Despite a bumpy flight the pilot was great. The rest of the crew on the other hand couldn’t care less if a passenger would colapse and die. Horrible service, robot like, lifeless…

Biggest issue was original flight canceled and booked to another flight 6 hours earlier and received no notification

It was great. It was just a commuter so I splurged on first class and it was wonderful. Wish all seats were this spacious. Enjoyed it and will do it again.

Flight from Tampa to Houston was canceled. SPIRIT rebooked me and they double booked my seat. Conclusion I COULD NOT TRAVEL TO HOUSTON. I MISSED MY GRANDDAUGHTER BIRTHDAY. I would not recommend this company. I will file a complaint. I will never consider SPIRIT as an airline . It’s a faker.

Had to board plan 2x due to lack of security check after 1st boarding

Spirit cancels my flight and I have been stuck here at the airline since March 3rd 2pm and still here everything is close they didn’t accommodate me with a room or nothing they rebooked my flight for 7:25pm to New Orleans then from New Orleans to Fort Lauderdale I Wang Arrive Homw Until The 5th of March I am missing work I hav e kids to get home to and I am currently stuck with no food nowhere to stay no renter cause everything close I spent all my money and I’m very disappointed trying to get home I’m very very mad frustrated and very disappointed

Miserable. The crew was rude, the flight was delayed 5 hours for mechanical reasons and then “weather” even though other planes were leaving.

They kept Changing the flight times. It was delayed several times and at one point it was supposed to depart at 3.40am! At which point we ended up staying overnight and booked long a separate United flight for early morning departure. The spirit flight then got moved up and left at 1.30 in the morning when it was supposed to leave at 9.40pm the night before.

It would have been no e to have the option of a mid day flight and not super early or super late in the day.

Flight was delayed...not horribly late. Just before push back engine shut down for a quick replacement item that took about five minutes. After that, everything was smooth and the pilot was able to make up time in the air so that our arrival time was not too far off the original anticipated arrival time.

The seats were larger & more roomy than the old planes. the crew was excellent. . overall a very good flight.

Only inflight purchases for food and water. Nothing comes with ticket price. Have to purchase bags, food...

The flight was delayed almost two hours on the front end, and an hour on the backend once we landed and waited for a gate to open up. We were told to remain in our seats during that whole delay and I had to go to the bathroom badly. I was unable to hold it and was forced to urinate in my pants while in my seat. I then had to sit in it until we finally deboarded and I was able to change my clothes.

There was no wifi, there was no usb charger on the planes Frontier lowered the weight limit on suitcases from 50 to 40 pounds Frontier now charges for a seat...really? If i don't pay for a basic seat, do i stand the whole flight? Frontier now charges for the carry on, just like for the checked suitcase The bundle pricing is way over priced.

Plane was clean but they do not allow bag drop until 1 hour before flight. Just encouraging late fees and other issues. The worst I have experienced. Total hostage situation, pay or you miss your flight.

Everything was good, and most importantly on time. They have been extremely tardy in some of my flights

I had to cancel within 1hour of the reservation an they put you through hell to . no live customer service desk. I'm handy caped and they make it almost impossible to cancel. They are steeling my money. You should not have that airline on your site. Contact me and I will give you all info. Of what the are doing to me just notable treatment they are set up like that to take people

Horrible flight, rude crew, someone had so mu h perfume on breathing was difficult.

I was singled out for being a Latina flying solo and the attendants took me out of line to put my luggage in the personal item bin to see if it would fly. Keep In mind I had just flown with the same luggage with no problem not even 5 days ago. The tag was sticking out a bit and the attendant was belligerent about charging me $100. I could not refuse because I didn’t wanna cause a scene. But today I felt targeted and embarrassed. I went online and found out that this happens a lot with this airline and to many minority women.

Smooth process and flight. My favorite kind. Uneventful and on-time!

Frontier is a mess. Kept changing flights and times on me. Ridiculous. Charged us twice for annual Discout Den membership.

Why are you charged for everything possible?? I went to my flight 2hours early so I can get some food.. I went to the agent to ask them to check me in and print out boarding pass.. I was told they charge for that. What in the world is that about? I understand if I’m trying to check in over the phone yes by all means charge for service.. if I’m rite there at the building asking to get checked in and get charged for it, that’s uncalled for and asking for more money at every given possibility

Flight delayed an hour. The turbulence was insane. Packed in like sardines. A coke was $4.95 no snack or a drink crazy

Book cheap flights from Houston to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Houston to Chicago found on KAYAK in the last 72 hours.
4/23Tue
1 stopFrontier
8h 57mHOU-ORD
$53
5/8Wed
1 stopFrontier
8h 12mHOU-ORD
$54
4/13Sat
1 stopDelta
6h 16mHOU-ORD
$99
4/17Wed
2 stops
20h 47mHOU-ORD
$103
4/14Sun
1 stopSun Country Air
6h 29mHOU-ORD
$113
5/18Sat
1 stopAmerican Airlines
7h 40mHOU-ORD
$114
4/8Mon
1 stop
17h 31mHOU-ORD
$116
4/28Sun
1 stopSun Country Air
11h 08mHOU-ORD
$118
5/25Sat
1 stopAmerican Airlines
4h 37mHOU-ORD
$127
3/27Wed
1 stopDelta
5h 21mHOU-ORD
$134

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Last minute flights from Hobby to O'Hare Intl

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Houston to Chicago that are departing in the next 10 days.
3/19Tue
multi-stopAmerican Airlines
4h 55mHOU-ORD
3/26Tue
multi-stopAmerican Airlines
6h 12mORD-HOU
$562
3/20Wed
multi-stopAmerican Airlines
7h 12mHOU-ORD
3/25Mon
multi-stopAmerican Airlines
7h 43mORD-HOU
$642
3/22Fri
multi-stopAmerican Airlines
4h 36mHOU-ORD
3/25Mon
multi-stopAmerican Airlines
5h 23mORD-HOU
$693
3/20Wed
multi-stopDelta
7h 40mHOU-ORD
3/21Thu
multi-stopDelta
8h 08mORD-HOU
$786
3/19Tue
multi-stopAmerican Airlines
4h 55mHOU-ORD
3/22Fri
multi-stopAmerican Airlines
7h 43mORD-HOU
$866
3/19Tue
multi-stopDelta
10h 33mHOU-ORD
3/26Tue
multi-stopDelta
5h 26mORD-HOU
$869
3/22Fri
multi-stopDelta
5h 40mHOU-ORD
3/25Mon
multi-stopDelta
8h 31mORD-HOU
$897
3/20Wed
multi-stopDelta
5h 21mHOU-ORD
3/21Thu
multi-stopDelta
10h 03mORD-HOU
$1,167
3/20Wed
multi-stopDelta
10h 33mHOU-ORD
3/23Sat
multi-stopDelta
7h 19mORD-HOU
$1,258
3/22Fri
multi-stopDelta
4h 47mHOU-ORD
3/24Sun
multi-stopDelta
10h 03mORD-HOU
$1,459

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Houston Hobby Airport - Chicago O'Hare Airport Flights

Departure:

Houston Hobby Airport (HOU)United States

Destination:

Chicago O'Hare Airport (ORD)United States

Return flight deals:

Chicago O'Hare Airport - Houston Hobby Airport

Cabin classes: